Millenium Park
While some may argue Mayor Daley went overboard on his half billion dollar garden, an equal amount of people will disagree and claim it as Chicago’s latest gem in the city. No matter what time of year it is, this park can be enjoyed by folks of all ages and proves to be especially wonderful for couples looking to spend a little extra time together. Let’s move beyond the touristy stuff and dive right into what makes this place perfect for local lovers!
I have personally spent hundreds of hours here at all times of year, but summer of course has blessed me with the best opportunities. From savoring my bagged lunch, journaling, lounging on the grass, people watching, strolling through the gardens and viewing the rotating displays, and yes, enjoying my partner’s company, so many truly beautiful memories have been created here. Even when the Taste is going on down the street, there are just so many tucked away places in this huge park to claim as your own that you will never feel crowded out.
What’s even more special is the large band shell just beyond the steps. If you’re lucky, you may just be able to hear the orchestra practicing in the summer while you enjoy a nice picnic in the early afternoon. Otherwise, the umbrella covered tables at the grill where the ice rink is in winter is just as pleasant, with classic rock music pumped through the speakers at just the right level, not too harsh or abrasive, and fun to while away the hours. And who can argue against the romance level about seeing a classic film in the park on the giant screen? Seeing the likes of Casablanca while sipping wine and munching on crackers and cheese just oozes romance!
Of course, summer isn’t the only time to go down there. Spring time in the afternoon is especially wonderful, when the weather is just right and the tourists have not ventured into town. When the trees drop their delicate little white petals, the scene envelops into a truly romantic experience, as if Nature Herself has kissed the grass with snow. In the fall, the scene changes, when the last of the butterflies say their good byes, the leaves begin to change colors and gently drop onto the paling grass, proving that New York isn’t the only city for lovers to stroll through the park anymore.
Colder months take on yet marvelous another image. Everything is white, including the Romanesque pillars and the snow covered ground. Free ice skating becomes available on a nice, big rink along Michigan Avenue and begs to be taken advantage of, with reasonably priced skate rentals available for those who didn’t remember to bring their own. Go at night to avoid the kiddos and take in the views of the lit up skyline all around you.

This is Chicago’s largest library, and as far as I know, the only one open on Sundays. There is an over abundance of information here for all ages. There is plenty for kids to do - this isn‘t just a place for college kids! And, because it’s located just south of the Loop, the Washington Library is a great place to plan a day around!
If your only experience at the Field Museum is with your fourth grade class, then you and your family are sorely missing out! Besides getting up close and personal with Sue, the most complete T Rex skeleton in the world, there are so many wonderful exhibits to explore, with lots of hands on stuff to keep the kids busy for hours on end. Be sure to bring the stroller, the comfy shoes and pack a lunch, because this place is probably bigger than you remember!
While the name has changed from the Chicago Historical Society, the game is still the same, offering an in depth look into how our home town has begun and right up to the present. While it’s certainly not the largest museum in town and kids may want to leave after a couple hours, it’s right by the completely free Lincoln Park Zoo and the beach. Therefore, this museum is located in an ideal location for spending the perfect day with your family, providing perhaps a new appreciation for where we call home.
Quite possibly one of the best zoos in the country and even the world (and yes, one of the largest!), Brookfield Zoo is more than a place to look at caged animals in simulated habitats. It is a place where animals are truly cared for and respected, with adequate space to live as they would a little more naturally, allowing folks to catch a glimpse of their lives and learn from them, all wrapped up in a fun and educational environment.
There is simply nothing like strolling through the hallowed halls of the Art Institute with a date, taking in the cool marble statuary and breath taking paintings while whispering sweet nothings to each other. The themes change from classic to contemporary to playful, from famous artists and periods from all over the world, each exhibit sure to inspire and draw up feelings you may have been repressing deep within your subconscious.
There is no better place to take the kids to see the stars in Chicago than the Adler Planetarium! Located within walking distance of the Shedd Aquarium, the Field Museum and Soldier Field, the planetarium is the big domed building adjacent to Lake Michigan itself.
What I love about this stretch of lake front is its openness and accessibility to everyone, and not just the hipsters and other trendy people who tend to congregate further south. Dogs have their own designated spots to play and romp around in, families have playing fields to use, sun worshipers have plenty of room to stretch out (and not be judged or gawked at!), budding artists have a chance to express themselves, there’s lots of biking and jogging paths around, barbecues and picnics are okay, and there’s even free parking to be had - so much so that I learned how to drive a stick here without killing someone! And yes, there are spots to change in and grab a snack, and on a clear day, you can get a nice view of the skyline. The best part is though, couples who just want to be together can do so without interruption, thanks to the way the beaches have been laid out.
Yes, they oblige to all the health codes and are very sanitary, but that is probably the only glue that binds this place to every other shop in town. Many of their artists have been around for years, and the moniker of “We Tattooed Your Dad Here” is very accurate, since they are also the oldest shop in town. It’s little wonder this place always seems to have a healthy batch of customers in and out of the chairs!
When Chris Farley did his famous “Da Bears” skits on SNL - this was the Polishes he was talking about! Anyone who has spent more than five seconds in Chicago has undoubtedly heard of a Maxwell Street Polish, since that, hot dogs, beef sammiches and pizza are pretty much what we’re known for. Almost every stand offers one, but there is truly only one place in the whole world to get one, and you need to venture down by UIC to get it! It’s not actually on Maxwell Street anymore, and with so many copy cats, folks may be confused as to which one is the real deal. And besides, where else can $5 get you this full off a whole meal?